Tetrahedron letters

Application of selenosulfonation to marine sterol synthesis. Preparation of 24, 28-dehydroaplysterol, xestosterol and ostreasterol from a common acetylenic …

TG Back, JR Proudfoot, C Djerassi

Index: Back, Thomas G.; Proudfoot, John R.; Djerassi, Carl Tetrahedron Letters, 1986 , vol. 27, # 20 p. 2187 - 2190

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Citation Number: 21

Abstract

Download full text in PDF Opens in a new window. Article suggestions will be shown in a dialog on return to ScienceDirect. ... Please enable JavaScript to use all the features on this page. ... The title compounds were synthesized from a readily available steroidal acetylene by a protocol employing selenosulfonation, introduction of the appropriate side chain at C-24 via an alkyl selenocuprate, and reductive desulfonylation. ... The title compounds were prepared ...

 Related Synthetic Route
24-methylene-3α,5-cyclo-6β-methoxycholestane Structure

68844-31-5

24-methylene-3α...

~65%

Chalinasterol Structure

474-63-5

Chalinasterol

(1aR,3aR,3bS,5aR,6R,8aS,8bS,10R,10aR)-6-((R)-hex-5-yn-2-yl)-10-methoxy-3a,5a-dimethylhexadecahydrocyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalene Structure

105395-32-2

(1aR,3aR,3bS,5a...

~%

Chalinasterol Structure

474-63-5

Chalinasterol

N/A Structure

105395-38-8

N/A

~%

Chalinasterol Structure

474-63-5

Chalinasterol

(1aR,3aR,3bS,5aR,6R,8aS,8bS,10R,10aR)-10-methoxy-3a,5a-dimethyl-6-((R,E)-6-methyl-5-(tosylmethylene)heptan-2-yl)hexadecahydrocyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalene Structure

105395-37-7

(1aR,3aR,3bS,5a...

~%

Chalinasterol Structure

474-63-5

Chalinasterol

((R,E)-5-((1aR,3aR,3bS,5aR,6R,8aS,8bS,10R,10aR)-10-methoxy-3a,5a-dimethylhexadecahydrocyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-1-tosylhex-1-en-2-yl)(phenyl)selane Structure

105395-33-3

((R,E)-5-((1aR,...

~%

Chalinasterol Structure

474-63-5

Chalinasterol

N/A Structure

51231-25-5

N/A

~%

Chalinasterol Structure

474-63-5

Chalinasterol


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