A modular strategy for the synthesis of marine originated meroterpenoid-type natural products

Hong Shuang Wang; Xiang Nan; Hui Jing Li; Zhong Yan Cao; Yan Chao Wu

doi:10.1039/d1ob01598b

A modular strategy for the synthesis of marine originated meroterpenoid-type natural products

Hong Shuang Wang
, Xiang Nan
, Hui Jing Li^*
, Zhong Yan Cao^*
, Yan Chao Wu^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

5 Scopus citations

Abstract

A modular strategy for meroterpenoid-type marine natural products has been developed from commercially available (+)-sclareolide using a palladium-catalyzed tandem carbene migratory insertion as one of the key steps. Its applicability is showcased by the formal synthesis of (-)-pelorol and 9-epi-pelorol and the concise total synthesis of (+)-yahazunone and (+)-yahazunol. It is worth noting that the formal synthesis of (-)-pelorol and 9-epi-pelorol was achieved by controlling the reaction sequence of hydrogenation and cyclization.

Original language	English
Pages (from-to)	9439-9447
Number of pages	9
Journal	Organic and Biomolecular Chemistry
Volume	19
Issue number	43
DOIs	https://doi.org/10.1039/d1ob01598b
State	Published - 21 Nov 2021
Externally published	Yes

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This output contributes to the following UN Sustainable Development Goals (SDGs)

SDG 14 Life Below Water

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10.1039/d1ob01598b

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title = "A modular strategy for the synthesis of marine originated meroterpenoid-type natural products",

abstract = "A modular strategy for meroterpenoid-type marine natural products has been developed from commercially available (+)-sclareolide using a palladium-catalyzed tandem carbene migratory insertion as one of the key steps. Its applicability is showcased by the formal synthesis of (-)-pelorol and 9-epi-pelorol and the concise total synthesis of (+)-yahazunone and (+)-yahazunol. It is worth noting that the formal synthesis of (-)-pelorol and 9-epi-pelorol was achieved by controlling the reaction sequence of hydrogenation and cyclization.",

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T1 - A modular strategy for the synthesis of marine originated meroterpenoid-type natural products

AU - Wang, Hong Shuang

AU - Nan, Xiang

AU - Li, Hui Jing

AU - Cao, Zhong Yan

AU - Wu, Yan Chao

PY - 2021/11/21

Y1 - 2021/11/21

N2 - A modular strategy for meroterpenoid-type marine natural products has been developed from commercially available (+)-sclareolide using a palladium-catalyzed tandem carbene migratory insertion as one of the key steps. Its applicability is showcased by the formal synthesis of (-)-pelorol and 9-epi-pelorol and the concise total synthesis of (+)-yahazunone and (+)-yahazunol. It is worth noting that the formal synthesis of (-)-pelorol and 9-epi-pelorol was achieved by controlling the reaction sequence of hydrogenation and cyclization.

AB - A modular strategy for meroterpenoid-type marine natural products has been developed from commercially available (+)-sclareolide using a palladium-catalyzed tandem carbene migratory insertion as one of the key steps. Its applicability is showcased by the formal synthesis of (-)-pelorol and 9-epi-pelorol and the concise total synthesis of (+)-yahazunone and (+)-yahazunol. It is worth noting that the formal synthesis of (-)-pelorol and 9-epi-pelorol was achieved by controlling the reaction sequence of hydrogenation and cyclization.

UR - https://www.scopus.com/pages/publications/85118926285

U2 - 10.1039/d1ob01598b

DO - 10.1039/d1ob01598b

M3 - 文章

C2 - 34679152

AN - SCOPUS:85118926285

SN - 1477-0520

VL - 19

SP - 9439

EP - 9447

JO - Organic and Biomolecular Chemistry

JF - Organic and Biomolecular Chemistry

IS - 43

ER -

A modular strategy for the synthesis of marine originated meroterpenoid-type natural products

Abstract

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