A stereospecific total synthesis of (.+-.)-methylenomycin A and its epimer,(.+-.)-epimethylenomycin A
RM Scarborough Jr, BH Toder…
Index: Scarborough,R.M.; Toder,B.H.; Smith,A.B. Journal of the American Chemical Society, 1980 , vol. 102, p. 3904
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Citation Number: 79
Abstract
Abstract: A stereospecific total synthesis of the racemates of methylenomycin A and its epimer, epimethylenomycin A, has been achieved. These novel cyclopentanoid antibiotics were constructed in eight and ten steps, respectively, utilizing a common intermediate (14) without resort to protecting-group methodology. The key elements of the total synthesis were (i) stereospecific introduction of the epoxide group syn and anti in common intermediate ...
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