Total synthesis and structure proof of (3E,8E)-suspensolide

Merle A. Battiste; James R. Rocca; Roman L. Wydra; James H. Tumlinson; Tatsuji Chuman

doi:10.1016/S0040-4039(00)82398-9

Total synthesis and structure proof of (3E,8E)-suspensolide

Merle A. Battiste, James R. Rocca, Roman L. Wydra, James H. Tumlinson, Tatsuji Chuman

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29 Scopus citations

Abstract

A new macrolide, E,E-suspensolide (1), was prepared in six steps from mesityl oxide. The stereochemistries of intermediate isomers were assigned principally from their ¹³C NMR spectra. An isomeric macrolide, Z,E-suspensolide (2), was also prepared.

Original language	English (US)
Pages (from-to)	6565-6567
Number of pages	3
Journal	Tetrahedron Letters
Volume	29
Issue number	50
DOIs	https://doi.org/10.1016/S0040-4039(00)82398-9
State	Published - 1988

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(00)82398-9

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title = "Total synthesis and structure proof of (3E,8E)-suspensolide",

abstract = "A new macrolide, E,E-suspensolide (1), was prepared in six steps from mesityl oxide. The stereochemistries of intermediate isomers were assigned principally from their 13C NMR spectra. An isomeric macrolide, Z,E-suspensolide (2), was also prepared.",

author = "Battiste, {Merle A.} and Rocca, {James R.} and Wydra, {Roman L.} and Tumlinson, {James H.} and Tatsuji Chuman",

year = "1988",

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language = "English (US)",

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journal = "Tetrahedron Letters",

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publisher = "Elsevier Ltd",

number = "50",

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T1 - Total synthesis and structure proof of (3E,8E)-suspensolide

AU - Battiste, Merle A.

AU - Rocca, James R.

AU - Wydra, Roman L.

AU - Tumlinson, James H.

AU - Chuman, Tatsuji

PY - 1988

Y1 - 1988

N2 - A new macrolide, E,E-suspensolide (1), was prepared in six steps from mesityl oxide. The stereochemistries of intermediate isomers were assigned principally from their 13C NMR spectra. An isomeric macrolide, Z,E-suspensolide (2), was also prepared.

AB - A new macrolide, E,E-suspensolide (1), was prepared in six steps from mesityl oxide. The stereochemistries of intermediate isomers were assigned principally from their 13C NMR spectra. An isomeric macrolide, Z,E-suspensolide (2), was also prepared.

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U2 - 10.1016/S0040-4039(00)82398-9

DO - 10.1016/S0040-4039(00)82398-9

M3 - Article

AN - SCOPUS:0013572943

SN - 0040-4039

VL - 29

SP - 6565

EP - 6567

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 50

ER -

Total synthesis and structure proof of (3E,8E)-suspensolide

Abstract

All Science Journal Classification (ASJC) codes

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