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2004
Steroids
U 0300
49- 171
Synthesis of Novel 5α,9α-Bridged Steroids by a Boron Trifluoride—Diethyl Ether
Induced Rearrangement. — The synthesis of a new class of 5α,9α-bridged 11α-hydroxy steroid derivatives (V), (IX) and (XIII) is presented, involving a BF3·OEt2-mediated rearrangement reaction of 5α,8α-bridged 9,11α-epoxy steroids (IV), (VIII) and
(XII), resp., as key step. The steric constraint is enhanced further by lactonization reaction [cf. (VI)/(VII)]. — (BONDARENKO*, L.; LORENC, L.; BLAESER, D.;
BOESE, R.; Eur. J. Org. Chem. 2004, 16, 3526-3534; Inst. Org. Chem., TU
Braunschweig, D-38106 Braunschweig, Germany; Eng.) — Mischke
2004
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