Synthesis of maremycins A and D1 via cycloaddition of a nitrone with (E)-3-ethylidene-1-methylindolin-2-one.
A concise synthesis of maremycins A and D1 has been accomplished via cycloaddition of a chiral cyclic nitrone with ( E)-3-ethylidene-1-methylindolin-2-one as a key step. This synthesis clarifies the stereochemistry of the maremycins and is suitable for large-scale synthesis for biological screening.
Ueda
Tohru
T
Showa Pharmaceutical University, 3-3165 Higashi-tamagawagakuen, Machida, Tokyo 194-8543, Japan.
Inada
Mitsuhide
M
Okamoto
Iwao
I
Morita
Nobuyoshi
N
Tamura
Osamu
O
D003500:Cyclization; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry*; D015394:Molecular Structure; D009589:Nitrogen Oxides / Q000737:chemistry*; D013237:Stereoisomerism
C529949:(E)-3-ethylidene-1-methylindolin-2-one; D007211:Indoles; D009589:Nitrogen Oxides; C529950:maremycin A; C529951:maremycin D1; C015388:nitrones