Anomeric oxygen to carbon rearrangements of alkynyl tributylstannane derivatives of furanyl (γ)-and pyranyl (δ)-lactols

MF Buffet, DJ Dixon, SV Ley, DJ Reynolds…

Index: Buffet, Marianne F.; Dixon, Darren J.; Ley, Steven V.; Reynolds, Dominic J.; Storer, R. Ian Organic and Biomolecular Chemistry, 2004 , vol. 2, # 8 p. 1145 - 1154

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Citation Number: 22

Abstract

Tetrahydropyran and tetrahydrofuran containing natural products, drugs and agrochemicals often possess carbon–carbon bonds adjacent to the heteroatom. Consequently, new methods for the construction of anomeric carbon–carbon bonds are of considerable importance. We have devised a new strategy to access these systems that requires the treatment of O-glycoside alkynyl tributylstannane derivatives of furanyl and pyranyl lactols ...