(-)-Spongidepsin is a marine natural product that is toxic to some cancer cells. During a synthesis of (-)-spongidepsin, compound converted into compound 2. (Org. Lett. 2010, 12, 4392-4395.) Propose a synthesis for the conversion of 1 into 2. OPMB OH PMB= OCH OPMB OH (-)-Spongidepsin The transformation above can be performed with some reagent or combination of the reagents listed below. Give the necessary reagents in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct solution, provide just one answer. efl a) H*, 요 e) PCC, CH2Cl2 i) RCO3H b) 1) 21 HO MgBr f) 1) MeMgBr; 2) H3O+ j) BH3 THF, H2O2, NaOH

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(-)-Spongidepsin is a marine natural product that is toxic to some cancer cells. During a synthesis of (-)-spongidepsin, compound
converted into compound 2. (Org. Lett. 2010, 12, 4392-4395.) Propose a synthesis for the conversion of 1 into 2.
OPMB
OH
PMB=
OCH
OPMB
OH
(-)-Spongidepsin
The transformation above can be performed with some reagent or combination of the reagents listed below. Give the necessary
reagents in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct
solution, provide just one answer.
efl
a) H*,
요
e) PCC, CH2Cl2
i) RCO3H
b) 1)
21 HO
MgBr
f) 1) MeMgBr; 2) H3O+
j) BH3 THF, H2O2, NaOH
Transcribed Image Text:(-)-Spongidepsin is a marine natural product that is toxic to some cancer cells. During a synthesis of (-)-spongidepsin, compound converted into compound 2. (Org. Lett. 2010, 12, 4392-4395.) Propose a synthesis for the conversion of 1 into 2. OPMB OH PMB= OCH OPMB OH (-)-Spongidepsin The transformation above can be performed with some reagent or combination of the reagents listed below. Give the necessary reagents in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct solution, provide just one answer. efl a) H*, 요 e) PCC, CH2Cl2 i) RCO3H b) 1) 21 HO MgBr f) 1) MeMgBr; 2) H3O+ j) BH3 THF, H2O2, NaOH
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