127665-91-2

Upstream product

• 18162-48-6 tert-butyldimethylsilyl chloride 
• 7486-35-3 tri-n-butyl(vinyl)tin 
• 1312554-87-2 (S)-3-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-hept-6-en-1-ol 
• 1312554-79-2 tert-butyl-{(S)-1-[2-(4-methoxy-benzyloxy)-1,1-dimethyl-ethyl]-pent-4-enyloxy}-dimethyl-silane 
• 1312554-86-1 (S)-1-(4-methoxy-benzyloxy)-2,2-dimethyl-hept-6-en-3-ol 
• 1312554-75-8 tert-butyl-[(S)-1-(1,1-dimethyl-prop-2-ynyl)-pent-4-enyloxy]-dimethyl-silane 
• 87655-21-8 (S)-3-hydroxy-2,2-dimethylcyclohexanone 
• 106540-31-2 (+)-(S)-3-(tert-butyldimethylsiloxy)-2,2-dimethylcyclohexanone 
• 562-13-0 2,2-dimethyl-1,3-cyclohexanedione 
• 127665-90-1 (-)-(S)-5-(tert-butyldimethylsiloxy)-1-hydroxy-6,6-dimethylcyclohexene 1-triflate 

Downstream Products

• 1312554-82-7 [(S)-3-((E)-(S)-7-benzyloxy-5-methyl-hept-1-enyl)-2,2-dimethyl-cyclohex-3-enyloxy]-tert-butyl-dimethyl-silane 

Relevant academic research and scientific papers

A Negishi cross-coupling reaction enables the total synthesis of (+)-stachyflin

We present a full account on the development of the total synthesis of the antiviral meroterpenoid (+)-stachyflin. The decalin subunit is rapidly accessed by an exo-selective Diels–Alder reaction, whereas the isonindolinone was synthesized via a highly efficient and practical de novo route starting from dimedone. A challenging sp2–sp3 Negishi cross-coupling reaction enabled construction of the crucial C15–C16 bond that connects the arene with the decalin subunit. For the final installation of the cis-decalin framework, a Lewis acid-catalyzed cyclization was applied.

Total synthesis of isofregenedadiol

The first total synthesis of isofregenedadiol, a bicyclic diterpene isolated from H. Viscosum, is reported starting from a d-(-)-pantolactone chiral pool. A one-pot quadruple reaction sequence comprising an enyne ring-closing metathesis/cross-metathesis/D

Asymmetric synthesis of 3(S),17-dihydroxytanshinone

The first synthesis of 3(S),17-dihydroxytanshinone was achieved by ultrasound promoted Diels-Alder reaction of the protected 3-hydroxymethyl-4,5- benzofurandione with a vinylcyclohexene derivative. Bioassay showed that the synthetic 3(S),17-dihydroxytanshinone was active in vitro against HL-60 tumor cell line by MTT method.

Asymmetric Syntheses of Salvia miltiorrhiza Abietanoid o-Quinones: Methyl Tanshinonate, Tanshinone IIB, Tanshindiol B, and 3-Hydroxytanshinone

The Diels-Alder reaction of 3-methyl-4,5-benzofurandione with vinylcyclohexene derivatives using either high-pressure or ultrasound promotion has led to the asymmetric synthesis of methyl tanshinonate, tanshinone IIB, tanshindiol B, and 3-hydroxytanshinone.The abietanoid diterpenes are active constituents of the Chinese traditional medicine, Dan Shen, prepared from the roots of Salvia miltiorrhiza Bunge.As a result, the absolute stereochemistry of these natural products has been assigned: (-)-(4S)-methyl tanshinonate, (-)-(4S)-tanshinone IIB, (-)-(3S,4R)-tanshindiol B, and (+)-(3S)-3-hydroxytanshinone.