Tetrahedron letters

Rearrangement of cyclic alcohols with an adjacent phenylthio (PhS-) group: Migration of a PhS group around a ring

M Hannaby, S Warren

Index: Hannaby, Malcolm; Warren, Stuart Tetrahedron Letters, 1986 , vol. 27, # 6 p. 765 - 768

Full Text: HTML

Citation Number: 6

Abstract

766 whereas medium and large rings produce only moderate diastereomeric ratios [(8), n= 7, 8, 15,< 2: 1]. Such selectivities have been explained in terms of an electronic interaction between the 0* orbital of the incipient bond and the adjacent high energy CS a bond. 3 In open chain molecules and presumably in very large rings, this is the same as Felkin's model, S with the mediumsized group [the ring for (11») adjacent to the carbonyl group ...

Related Articles:

Acid-catalyzed regioselective acylation of. ALPHA.-silylallylic sulfides and its application to a novel cyclopentannelation and furan annelation.

[Hiroi, Kunio; Sato, Hiroyasu; Chen, Lih-Ming; Kotsuji, Kumiko Chemical and Pharmaceutical Bulletin, 1987 , vol. 35, # 4 p. 1413 - 1426]

Preparation of allylic lithium reagents with the allylic system partly incorporated into carbocyclic rings

[Screttas, Constantinos G.; Smonou, Ioulia C. Journal of Organometallic Chemistry, 1988 , vol. 342, p. 143 - 152]

Acid-catalyzed regioselective acylation of. ALPHA.-silylallylic sulfides and its application to a novel cyclopentannelation and furan annelation.

[Hiroi, Kunio; Sato, Hiroyasu; Chen, Lih-Ming; Kotsuji, Kumiko Chemical and Pharmaceutical Bulletin, 1987 , vol. 35, # 4 p. 1413 - 1426]

Preparation of allylic lithium reagents with the allylic system partly incorporated into carbocyclic rings

[Screttas, Constantinos G.; Smonou, Ioulia C. Journal of Organometallic Chemistry, 1988 , vol. 342, p. 143 - 152]

More Articles...