(+)-Lycoperdic acid (120721-TKGP) Y.

Hamada1)

O H
HO2C CO2H
H2N

Activity Unknown（報告なし）

(A) endo selective hydroxylation using MoOPH (MoO5·Pyr·HMPA)

Key Reactions
(B) Ru-catalyzed oxidative deprotection of N,O-benzylidene acetal

HO2C 1) H2O,  ? H LDA

2) SOCl2 TsOH allyl bromide
? O N
H
3) NaBH4 O
H2N CO2H
Ph

LDA; 1) ?; O
H ? HO H ?, NaOH O H
O N O N 2) ? O N
O O O
Ph Ph C-30 Ph
(A)

? O O
NaIO4 O H aq HCl
O H
O Ph
O N HO2C
H H2N CO2H
O O
C-63
(B) (+)-Lycoperdic acid

Reference:
1) K. Makino, K. Shintani, T. Yamatake, O. Hara, K. Hatano, Y. Hamada, Tetrahedron, 58, 9737 (2002)