A new asymmetric total synthesis of enantiopure (-)-malyngolide

Hidetoshi Miyamoto; Mitsuhiro Iwamoto; Masahisa Nakada

doi:10.3987/COM-05-S(K)17

A new asymmetric total synthesis of enantiopure (-)-malyngolide

Hidetoshi Miyamoto^*, Mitsuhiro Iwamoto, Masahisa Nakada

^*Corresponding author for this work

School of Advanced Science and Engineering

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

30 Citations (Scopus)

Abstract

A new asymmetric total synthesis of (-)-malyngolide is described. This synthesis is based on the originally developed catalytic asymmetric IMCP reaction; that is, α-diazo-β-keto sulfone (13) was successfully converted to cyclopropane (12) in 92% yield with excellent enantioselectivity (97% ee), and cyclopropane (12) was successfully converted to (-)-malyngolide.

Original language	English
Pages (from-to)	61-68
Number of pages	8
Journal	Heterocycles
Volume	66
Issue number	1
DOIs	https://doi.org/10.3987/COM-05-S(K)17
Publication status	Published - 2005 Dec 31

ASJC Scopus subject areas

Analytical Chemistry
Pharmacology
Organic Chemistry

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abstract = "A new asymmetric total synthesis of (-)-malyngolide is described. This synthesis is based on the originally developed catalytic asymmetric IMCP reaction; that is, α-diazo-β-keto sulfone (13) was successfully converted to cyclopropane (12) in 92% yield with excellent enantioselectivity (97% ee), and cyclopropane (12) was successfully converted to (-)-malyngolide.",

author = "Hidetoshi Miyamoto and Mitsuhiro Iwamoto and Masahisa Nakada",

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AU - Nakada, Masahisa

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AB - A new asymmetric total synthesis of (-)-malyngolide is described. This synthesis is based on the originally developed catalytic asymmetric IMCP reaction; that is, α-diazo-β-keto sulfone (13) was successfully converted to cyclopropane (12) in 92% yield with excellent enantioselectivity (97% ee), and cyclopropane (12) was successfully converted to (-)-malyngolide.

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A new asymmetric total synthesis of enantiopure (-)-malyngolide

Abstract

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