Stereochemical control of the internal Michael reaction. A new construction of trans-hydrindan systems

G Stork, CS Shiner, JD Winkler

文献索引：Stork, Gilbert; Shiner, Christopher S.; Winkler, Jeffrey D. Journal of the American Chemical Society, 1982 , vol. 104, # 1 p. 310 - 312

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被引用次数: 69

摘要

Hz). Reduction of 7 with diisobutylaluminum hydride in diethyl ether (-78" C-room temperature) followed by oxidation of diol 8 with pyridinium chlorcchromate-sodium acetate4 in CH2C12 at rmm temperature furnished key intermediate 1 (in 65% yield from 6):'H NMR (CDC13) 6 1.05 (3 H, d, J= 7 Hz, CH3), 2.2 (3 H, S, COCH3), 6.05 (1 H, d, J= 16 Hz), 6.80 (1 H, dt, J= 6,