150255-23-5

Upstream product

• 139629-93-9 (2R,3R)-1,2-O-isopropylidene-4-methyl-4-pentene-1,2,3-triol 
• 150255-28-0 Toluene-4-sulfonic acid (2R,3R)-2-hydroxy-3-(4-methoxy-benzyloxy)-4-methyl-pent-4-enyl ester 
• 150255-27-9 (R)-4-[(R)-1-(4-Methoxy-benzyloxy)-2-methyl-allyl]-2,2-dimethyl-[1,3]dioxolane 
• 150255-21-3 (2R,3R)-3-(4-Methoxy-benzyloxy)-4-methyl-pent-4-ene-1,2-diol 
• 824-94-2 p-methoxybenzyl chloride 
• 150255-22-4 (R)-2-[(R)-1-(4-Methoxy-benzyloxy)-2-methyl-allyl]-oxirane 
• 138331-71-2 N,N-Dimethyl-N'-[(S)-4a-methyl-4,4a,5,6,7,8-hexahydro-3H-naphthalen-(2Z)-ylidene]-hydrazine 
• 4087-39-2 (S)-(+)-4,4a,5,6,7,8-hexahydro-4a-methyl-2(3H)-naphthalenone 

Downstream Products

• 150255-24-6 (2S,4aS)-1-[(2R,3R)-3-(4-Methoxy-benzyloxy)-2-methoxymethoxy-4-methyl-pent-4-enyl]-4a-methyl-2,3,4,4a,5,6,7,8-octahydro-naphthalen-2-ol 
• 150255-29-1 (S)-1-[(2R,3R)-3-(4-Methoxy-benzyloxy)-2-methoxymethoxy-4-methyl-pent-4-enyl]-4a-methyl-4,4a,5,6,7,8-hexahydro-3H-naphthalen-2-one 

Relevant academic research and scientific papers

Tremorgenic indole alkaloids. The total synthesis of (-)-penitrem D

A convergent, stereocontrolled total synthesis of the architecturally complex tremorgenic indole alkaloid (-)-penitrem D (4) has been achieved. Highlights of the synthesis include an efficient, asymmetric synthesis of the western hemisphere; the stereocon

An end-game strategy for construction of the G-H-I rings of penitrem D, a tremorgenic indole alkaloid

A synthetic approach to the G-H-I ring system of penitrem D has been developed in a model study. To generate the requisite carbon framework, the Stork protocol was utilized for coupling of a scalemic metalloenamine with an epoxide derived from D-glycerald